Synthesis and characterization of amphiphilic triazole ligand and its complex for potential application in phosphorescent temperature sensor materials

Phosphorescent materials have attracted much attention due to their promising applications in sensors, display, and optical imaging. Extensive studies have reported on trinuclear gold (I) complexes such as imidazolate, pyrazolate and carbeniete ; however, triazolate is rarely reported. Although hydr...

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Main Authors: Umar, Abdul Hamid, Lintang, Hendrik Oktendy, Leny Yuliati, Leny Yuliati, Endud, Salasiah
Format: Conference or Workshop Item
Language:English
Published: 2015
Subjects:
Online Access:http://eprints.utm.my/63445/1/HendrikOktendyLintang2015_SynthesisandCharacterizationofAmphiphilicTriazoleLigand.pdf
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author Umar, Abdul Hamid
Lintang, Hendrik Oktendy
Leny Yuliati, Leny Yuliati
Endud, Salasiah
author_facet Umar, Abdul Hamid
Lintang, Hendrik Oktendy
Leny Yuliati, Leny Yuliati
Endud, Salasiah
author_sort Umar, Abdul Hamid
collection ePrints
description Phosphorescent materials have attracted much attention due to their promising applications in sensors, display, and optical imaging. Extensive studies have reported on trinuclear gold (I) complexes such as imidazolate, pyrazolate and carbeniete ; however, triazolate is rarely reported. Although hydrophobic trinuclear gold (I) triazolate complex has been reported in a solid state with luminescence center at near infrared area (750 nm) at room temperature, but no example of phosphorescent amphiphilic trinuclear gold (I) triazolate complex with liquid crystalline properties has been reported for potential application in near infrared phosphorescent temperature sensor materials. Here we report the synthesis of triazole ligand bearing amphiphilic side chain and then use it for complexation with gold salt to form amphiphilic trinuclear gold (I) triazolate complex. Triazole ligand was prepared in six stepwise reactions from triethylene glycol (EG3) to tosilate ethylene glycol (TsEG3,step 1; 180g, 90%), mono substitution triethylene glycol with decanediol (C10EG3OH, step 2; 17g, 43%), bromination (C10EG3Br, step 3; 9g, 45%), Williamson ether substitution reaction (C10EG3BnCOOMe,step 4; 3.5g, 67%), carboxylation (C10EG3COOH,step 5; 2g, 80%) and amidation (C10EG3TzH,step 6; 240mg, 23%). The resulting triazole ligand will be reacted with dimethylsulfide gold (I) chloride ([Au(SMe2]Cl) in methanol in the presence of excess freshly distilled triethylamine (Et3N) to form the gold complex. The phosphorescent properties will be discussed later.
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spelling utm.eprints-634452017-08-22T01:37:07Z http://eprints.utm.my/63445/ Synthesis and characterization of amphiphilic triazole ligand and its complex for potential application in phosphorescent temperature sensor materials Umar, Abdul Hamid Lintang, Hendrik Oktendy Leny Yuliati, Leny Yuliati Endud, Salasiah QD Chemistry Phosphorescent materials have attracted much attention due to their promising applications in sensors, display, and optical imaging. Extensive studies have reported on trinuclear gold (I) complexes such as imidazolate, pyrazolate and carbeniete ; however, triazolate is rarely reported. Although hydrophobic trinuclear gold (I) triazolate complex has been reported in a solid state with luminescence center at near infrared area (750 nm) at room temperature, but no example of phosphorescent amphiphilic trinuclear gold (I) triazolate complex with liquid crystalline properties has been reported for potential application in near infrared phosphorescent temperature sensor materials. Here we report the synthesis of triazole ligand bearing amphiphilic side chain and then use it for complexation with gold salt to form amphiphilic trinuclear gold (I) triazolate complex. Triazole ligand was prepared in six stepwise reactions from triethylene glycol (EG3) to tosilate ethylene glycol (TsEG3,step 1; 180g, 90%), mono substitution triethylene glycol with decanediol (C10EG3OH, step 2; 17g, 43%), bromination (C10EG3Br, step 3; 9g, 45%), Williamson ether substitution reaction (C10EG3BnCOOMe,step 4; 3.5g, 67%), carboxylation (C10EG3COOH,step 5; 2g, 80%) and amidation (C10EG3TzH,step 6; 240mg, 23%). The resulting triazole ligand will be reacted with dimethylsulfide gold (I) chloride ([Au(SMe2]Cl) in methanol in the presence of excess freshly distilled triethylamine (Et3N) to form the gold complex. The phosphorescent properties will be discussed later. 2015 Conference or Workshop Item PeerReviewed application/pdf en http://eprints.utm.my/63445/1/HendrikOktendyLintang2015_SynthesisandCharacterizationofAmphiphilicTriazoleLigand.pdf Umar, Abdul Hamid and Lintang, Hendrik Oktendy and Leny Yuliati, Leny Yuliati and Endud, Salasiah (2015) Synthesis and characterization of amphiphilic triazole ligand and its complex for potential application in phosphorescent temperature sensor materials. In: 3rd International Science Postgraduate Conference 2015 (ISPC 2015), 24-26 Feb, 2015, Johor Bahru, Johor.
spellingShingle QD Chemistry
Umar, Abdul Hamid
Lintang, Hendrik Oktendy
Leny Yuliati, Leny Yuliati
Endud, Salasiah
Synthesis and characterization of amphiphilic triazole ligand and its complex for potential application in phosphorescent temperature sensor materials
title Synthesis and characterization of amphiphilic triazole ligand and its complex for potential application in phosphorescent temperature sensor materials
title_full Synthesis and characterization of amphiphilic triazole ligand and its complex for potential application in phosphorescent temperature sensor materials
title_fullStr Synthesis and characterization of amphiphilic triazole ligand and its complex for potential application in phosphorescent temperature sensor materials
title_full_unstemmed Synthesis and characterization of amphiphilic triazole ligand and its complex for potential application in phosphorescent temperature sensor materials
title_short Synthesis and characterization of amphiphilic triazole ligand and its complex for potential application in phosphorescent temperature sensor materials
title_sort synthesis and characterization of amphiphilic triazole ligand and its complex for potential application in phosphorescent temperature sensor materials
topic QD Chemistry
url http://eprints.utm.my/63445/1/HendrikOktendyLintang2015_SynthesisandCharacterizationofAmphiphilicTriazoleLigand.pdf
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AT lenyyuliatilenyyuliati synthesisandcharacterizationofamphiphilictriazoleligandanditscomplexforpotentialapplicationinphosphorescenttemperaturesensormaterials
AT endudsalasiah synthesisandcharacterizationofamphiphilictriazoleligandanditscomplexforpotentialapplicationinphosphorescenttemperaturesensormaterials